EP0935778A1 - Direct positive lithographic plate - Google Patents
Direct positive lithographic plateInfo
- Publication number
- EP0935778A1 EP0935778A1 EP97910522A EP97910522A EP0935778A1 EP 0935778 A1 EP0935778 A1 EP 0935778A1 EP 97910522 A EP97910522 A EP 97910522A EP 97910522 A EP97910522 A EP 97910522A EP 0935778 A1 EP0935778 A1 EP 0935778A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- positive working
- plate precursor
- lithographic plate
- coating
- aryl alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
- G03F7/11—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having cover layers or intermediate layers, e.g. subbing layers
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/022—Quinonediazides
- G03F7/023—Macromolecular quinonediazides; Macromolecular additives, e.g. binders
- G03F7/0233—Macromolecular quinonediazides; Macromolecular additives, e.g. binders characterised by the polymeric binders or the macromolecular additives other than the macromolecular quinonediazides
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/075—Silicon-containing compounds
- G03F7/0752—Silicon-containing compounds in non photosensitive layers or as additives, e.g. for dry lithography
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/075—Silicon-containing compounds
- G03F7/0757—Macromolecular compounds containing Si-O, Si-C or Si-N bonds
Definitions
- This invention relates to the production of positive working lithographic plates.
- Positive working lithographic plates are very widely manufactured and probably account for over half of all lithographic plates.
- the photosensitive compositions used are comparatively simple and easy to manufacture, typically comprising an o-quinonediazide light sensitive component and a phenolic resin. Their processing after image-wise exposure is also simple. However, if the processing is not carried out according to the manufacturers instructions, such as the use of developing solutions which are stronger than that recommended or if temperature of the developing solution is too hot, there is a tendency for the developing solution to remove not only the exposed areas of the plate but also to attack the image areas in the non-exposed areas of the plate. This attack on the printing image areas produces a poor image and in many cases renders the plate unusable.
- the use of strong developing solutions exacerbates the problem of image attack, as does developing times over 30 seconds as are often used in the processing of direct positive plates.
- a positive working lithographic plate precursor comprising a support having a hydrophilic surface and a coating thereon comprising a positive working photosensitive composition and an aryl alkyl polysiloxane.
- a positive working lithographic plate precursor comprising a support having a hydrophilic surface and a coating thereon comprising a positive working, photosensitive composition and an aryl alkyl polysiloxane at least part of which aryl alkyl polysiloxane is present as a thin layer at the uppermost surface of the plate precursor
- a method of preparing a positive working lithographic plate precursor of the present invention comprising coating on a support having a hydrophilic surface a coating comprising in admixture a positive working photosensitive composition and an aryl alkyl polysiloxane
- a preferred aryl alkyl polysiloxane useful in the present invention is a phenyl methyl polysiloxane
- the aryl alkyl polysiloxane constitutes at least 0 3%, preferably at least 1%, preferably upto 50%, more preferably upto 10% by weight of the dry coating
- a preferred weight range for the aryl alkyl polysiloxane may be expressed as 1 - 10% of the total dry coating weight
- the preferred positive working photosensitive compositions of the present invention are those comprising an o-napthoquinone diazide as the light sensitive component Most preferably these are present either as sulphonic acid esters or as carboxyhc acid esters
- o-quinone diazide compounds examples include U S Pat Nos 2,766, 118, 2,767,092, 2,772,972, 2,859, 1 12, 2,907,665, 3,046,110, 3,046, 1 1 1, 3,046, 1 15, 3,046, 1 18, 3,046, 119, 3,046, 120, 3,046, 121, 3,046, 122, 3,046, 123, 3,061,430, 3,102,809, 3, 106,465, 3,635,709 and 3,647,443 and these compounds may preferably be used in the invention
- particularly preferred are o-naphthoqu onediazidosulfonates or o-naphthoquinonediazido carboxylates of aromatic hydroxyl compounds, o-naphthoquinonediazidosulfonic acid amides or o-naphthoquinonediazido-carboxylic acid amides of aromatic amine compounds, for instance
- the preferred binder for the photosensitive composition is an alkali soluble resin.
- alkali soluble resins are the condensation products from the interaction between phenol, C-alkyl substituted phenols (such as cresols and /?-tert-butyl-phenoI), diphenols (such as bisphenol-A) and aldehydes (such as formaldehyde).
- Particularly useful in this invention are novolak resins, resole resins and novolak/resole resin mixtures.
- the most preferred photosensitive composition comprises onapthoquinonediazide sulphonyl esters of a phenolic resin.
- the photosensitive composition constitutes at least 50%, preferably at least 90%, preferably upto 99.7%, more preferably upto 99% by weight of the dry coating.
- a preferred weight range for the photosensitive composition may be expressed as 90 - 99% of the total dry coating weight.
- Suitable solvents for the coating solutions are, for example, the known glycol derivatives (such as 2-ethoxy ethanol and l-methoxy-propan-2-ol) and ketones (such as butanone) in common use for the manufacture of such photosensitive coatings.
- the wet coated composition is dried at elevated temperatures to remove coating solvents. If drying temperature or drying time is too low then residual solvents can adversely effect the resulting developer resistance of the coating. If drying is too severe then unwanted reactions can occur in the drying film Preferably the coated compositions are dried between 100°C for 210 seconds and 130°C for 90 seconds
- the aryl alkyl polysiloxane is laid down to a dry film weight of at least 0 02gm ; , preferably at least 0 05gm : , preferably upto 0 6gm 2 , more preferably upto 0 4gm 2
- a preferred weight range for the aryl alkyl polysiloxane may be expressed as 0 05 - 0 4 gm ⁇ dry film weight
- the aryl alkyl polysiloxane composition can be applied to the photosensitive layer by various means such as spraying Suitably the composition is coated onto the photosensitive layer
- the base which can be used as the support having a hydrophilic surface is preferably an aluminium plate which has undergone the usual anodic, graining and post-anodic treatments well known in the lithographic art for enabling a photosensitive composition to be coated thereon and for the surface of the support to function as a printing background.
- Another base material which may be used in the method of the present invention is a plastics material base or a treated paper base as used in the photographic industry.
- a particularly useful plastics material base is polyethylene terephthalate which has been subbed to render its surface hydrophilic. Also a so-called resin coated paper which has been corona discharge treated can also be used.
- the photosensitive compositions of the invention may contain other ingredients such as stabilising additives, colourants, colour change additives, additional polymeric binders etc. as are present in many lithographic plate compositions.
- Resin A Rutaphen LB6564 - a phenol/cresol novolak resin marketed by Bakelite, U.K.
- Resin B Rutaphen LB744 - a cresol novolak resin marketed by Bakelite, UK.
- Dye A Ethyl Violet (basic violet 4, C.I. 42600) as supplied by Aldrich Chemical Company of Gillingham, England.
- Dye B Victoria Blue BO (basic blue 7, C.I. 42595) as supplied by Aldrich Chemical Company of Gillingham, England.
- Siloxane A Silikophen P50X, a solution of a phenyl methyl siloxane as supplied by Tego Chemie Service GmbH of Essen, Germany.
- Siloxane B Silikophen P70 MPA, a solution of a phenyl methyl siloxane as supplied by Tego Chemie Service GmbH of Essen, Germany.
- NQD A Dihydroxybenzophenone bis 2, 1,5 naphthoquinonediazide ester as supplied by A.H.Marks Ltd., of Bradford, England
- NQD B Diazo RO825, a naphthoquinonediazide - resin ester as supplied by Rohner AG of Pratteln, Switzerland.
- Developer B An aqueous developing solution Goldstar, as supplied by Horsell Graphic Industries Ltd, Leeds, UK.
- Developer D An aqueous developing solution containing sodium metasilicate pentahydrate at a concentration of 10% w/w.
- Developer E An aqueous developing solution of 2.5 % w/w potassium hydroxide.
- Solvent B l-methoxypropan-2-ol Assessment of Plates.
- a plate was cut into a disc with an area of 100cm 2
- the sample was immersed in developer at a 20°C for 120 seconds, removed, placed in a beaker of water, then the plate surface wiped with a damp piece of cotton wool to remove any loose coating.
- the disc was rinsed with water and dried
- the sample was weighed then the remaining coating was removed by immersion in acetone
- the plate was dried once again and re-weighed
- the amount of coating lost in the developer, as a percentage of the original film weight was calculated using a reference film weight from a disc taken adjacently from the sample
- the figures quoted are the percentage of coating film weight removed by the developer Higher values indicate the more attack suffered by the coating
- the colour of a plate was measured using a Minolta CR-331 Chromameter as supplied by Minolta Camera Co Ltd of Osaka, Japan
- the plate was then placed in a tray and developer A at 20°C poured over the plate
- the developer was gently agitated by moving the tray for 60 seconds
- the plate was removed from the tray, rinsed with water and dried
- the colour of the plate was then re-measured using the Chromameter
- the change in L value was calculated The greater the change in L value, the more coating that was lost during the development process Assessment 5 : Coating colour difference in developer A.
- a plate was partly immersed in a beaker of developer D at 20°C for 1 minute, removed, rinsed and dried.
- the colour of the plate both where developer had met the plate and where no developer had met the plate was measured using a Chromameter.
- the difference in L value was calculated. The greater the change in L value, the more coating that was lost during the immersion in developer.
- a plate was image-wise exposed using a Montakop lightframe as supplied by Siegfried Theimer GmbH, Bad Homburg, Germany, using a Stouffer control strip. The plate was then developed by pouring developer C at 20°C over the plate and wiping with cotton wool for 1 minute. The plate was then rinsed with water and dried. The readings on the control strip were recorded to determine the amount of exposure required to give a clear 3 reading on the Stouffer control strip. The results were recorded as the number of light units. Results differing less than 15% would be considered to be within experimental error.
- the formulations prepared in step 1 were each applied to a substrate of 0.3 mm sheet of aluminium that had been electrograined and anodised and post-anodically treated with an aqueous solution of an inorganic phosphate.
- the coating solutions were coated onto the substrate by means of a wire wound bar using a K303 coater as supplied by R.K. Print Coat Instruments Ltd. of Royston, England.
- the solution concentration was selected to provide the specified dry film compositions with a coating weight of approximately 2.0gm "2 after drying at 130 °C for 80 seconds in a Mathis Labdryer LTE oven (as supplied by Werner Mathis AG, Zurich, Switzerland) Results:
- Step 1 Preparation of coating solution.
- a solution of Siloxane A was prepared at 3% w/w by adding Siloxane A to xylene and stirring. This solution was applied to an Alphapos III positive working printing plate as supplied by Horsell Graphic Industries Ltd. by means of the coating method of example I to provide a dry film weight of 0.35 gm "2 . An Alphapos III plate without the Siloxane coating was used as comparative example C5.
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB9622657.6A GB9622657D0 (en) | 1996-10-31 | 1996-10-31 | Direct positive lithographic plate |
GB9622657 | 1996-10-31 | ||
PCT/GB1997/002962 WO1998019219A1 (en) | 1996-10-31 | 1997-10-28 | Direct positive lithographic plate |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP10185188.9 Division-Into | 2010-10-01 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0935778A1 true EP0935778A1 (en) | 1999-08-18 |
EP0935778B1 EP0935778B1 (en) | 2011-02-23 |
Family
ID=10802207
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP97910522A Expired - Lifetime EP0935778B1 (en) | 1996-10-31 | 1997-10-28 | Direct positive lithographic plate |
Country Status (6)
Country | Link |
---|---|
US (1) | US6420087B1 (en) |
EP (1) | EP0935778B1 (en) |
JP (1) | JP2001503872A (en) |
DE (1) | DE69740131D1 (en) |
GB (1) | GB9622657D0 (en) |
WO (1) | WO1998019219A1 (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6613494B2 (en) | 2001-03-13 | 2003-09-02 | Kodak Polychrome Graphics Llc | Imageable element having a protective overlayer |
KR101209049B1 (en) * | 2004-12-24 | 2012-12-07 | 스미또모 가가꾸 가부시끼가이샤 | Photosensitive resin and thin film panel comprising pattern made of the photosensitive resin and method for manufacturing the thin film panel |
BRPI0611018B1 (en) * | 2005-06-03 | 2017-03-07 | American Dye Source Inc | thermally reactive near-infrared absorption acetal copolymers, preparation methods and methods of use |
US8932398B2 (en) | 2009-10-29 | 2015-01-13 | Mylan Group | Gallotannic compounds for lithographic printing plate coating compositions |
Family Cites Families (37)
Publication number | Priority date | Publication date | Assignee | Title |
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US3046121A (en) | 1949-07-23 | 1962-07-24 | Azoplate Corp | Process for the manufacture of printing plates and light-sensitive material suttablefor use therein |
NL78797C (en) | 1949-07-23 | |||
US3046119A (en) | 1950-08-01 | 1962-07-24 | Azoplate Corp | Light sensitive material for printing and process for making printing plates |
BE506677A (en) | 1950-10-31 | |||
NL78025C (en) | 1951-02-02 | |||
US2767092A (en) | 1951-12-06 | 1956-10-16 | Azoplate Corp | Light sensitive material for lithographic printing |
GB742557A (en) | 1952-10-01 | 1955-12-30 | Kalle & Co Ag | Light-sensitive material for photomechanical reproduction and process for the production of images |
DE938233C (en) | 1953-03-11 | 1956-01-26 | Kalle & Co Ag | Photosensitive material for the photomechanical production of printing forms |
GB772517A (en) | 1954-02-06 | 1957-04-17 | Kalle & Co Ag | Improvements in or relating to photo-mechanical reproduction |
NL95407C (en) | 1954-08-20 | |||
US2907665A (en) | 1956-12-17 | 1959-10-06 | Cons Electrodynamics Corp | Vitreous enamel |
NL247299A (en) | 1959-01-14 | |||
NL130471C (en) | 1959-08-05 | |||
US3514288A (en) | 1964-10-27 | 1970-05-26 | Union Carbide Corp | Positive planographic printing plates |
US3635709A (en) | 1966-12-15 | 1972-01-18 | Polychrome Corp | Light-sensitive lithographic plate |
GB1245924A (en) | 1967-09-27 | 1971-09-15 | Agfa Gevaert | Improvements relating to thermo-recording |
US3647443A (en) | 1969-09-12 | 1972-03-07 | Eastman Kodak Co | Light-sensitive quinone diazide polymers and polymer compositions |
DE3022473A1 (en) | 1980-06-14 | 1981-12-24 | Hoechst Ag, 6000 Frankfurt | LIGHT-SENSITIVE COPYING MATERIAL AND METHOD FOR THE PRODUCTION THEREOF |
JPS61144639A (en) * | 1984-12-19 | 1986-07-02 | Hitachi Ltd | Radiation sensitive composition and pattern forming method using its composition |
JPS62153335A (en) | 1985-12-27 | 1987-07-08 | Toshiba Corp | Photosensitive composition |
DE3628719A1 (en) * | 1986-08-23 | 1988-02-25 | Hoechst Ag | PRESENSITIZED PRINTING PLATE AND METHOD FOR PRODUCING A PRINTING FOR THE WATERLESS FLAT PRINTING |
US5264318A (en) | 1987-06-15 | 1993-11-23 | Sanyo-Kokusaku Pulp Co., Ltd. | Positive type photosensitive composition developable with water comprising a photocrosslinking agent, a water-soluble resin and an aqueous synthetic resin |
DE3725741A1 (en) | 1987-08-04 | 1989-02-16 | Hoechst Ag | POSITIVELY WORKING RADIATION-SENSITIVE MIXTURE |
US4942109A (en) * | 1987-09-10 | 1990-07-17 | Fuji Photo Film Co., Ltd. | Light-sensitive composition |
JP2807464B2 (en) | 1988-04-28 | 1998-10-08 | 大日本印刷株式会社 | Printing plate and printing method |
JP2597163B2 (en) | 1988-09-22 | 1997-04-02 | 富士写真フイルム株式会社 | Photosensitive composition |
JPH0297948A (en) | 1988-10-05 | 1990-04-10 | Fuji Photo Film Co Ltd | Photosensitive composition |
DE4126836A1 (en) * | 1991-08-14 | 1993-02-18 | Hoechst Ag | RADIATION-SENSITIVE RECORDING MATERIAL FROM LAYER SUPPORT AND POSITIVELY WORKING, RADIATION-SENSITIVE LAYER WITH ROUGH SURFACE |
EP0564389A1 (en) | 1992-04-01 | 1993-10-06 | International Business Machines Corporation | Stabilized chemically amplified positive resist composition containing glycol ether polymers |
EP0720057A4 (en) | 1994-07-11 | 1997-01-22 | Konishiroku Photo Ind | Original form for lithographic plate and process for preparing lithographic plate |
US5532106A (en) | 1994-08-31 | 1996-07-02 | Cornell Research Foundation, Inc. | Positive-tone photoresist containing diester dissolution inhibitors |
US5541263A (en) * | 1995-03-16 | 1996-07-30 | Shipley Company, L.L.C. | Polymer having inert blocking groups |
EP0742490B1 (en) | 1995-05-09 | 2002-06-12 | Shipley Company LLC | Positive acid catalized resists |
JPH0915852A (en) * | 1995-07-03 | 1997-01-17 | Fuji Hanto Electron Technol Kk | Positive type resist composition and fine pattern forming method using it |
ZA967894B (en) | 1995-09-22 | 1997-04-07 | Sun Chemical Corp | Compositions and solventless process for digital laser imagable lithographic printing plate production |
CN1078132C (en) | 1996-04-23 | 2002-01-23 | 霍西尔绘图工业有限公司 | Heat-sensitive composition and method of making lithographic printing from it |
US5948591A (en) * | 1997-05-27 | 1999-09-07 | Agfa-Gevaert, N.V. | Heat sensitive imaging element and a method for producing lithographic plates therewith |
-
1996
- 1996-10-31 GB GBGB9622657.6A patent/GB9622657D0/en active Pending
-
1997
- 1997-10-28 JP JP52019498A patent/JP2001503872A/en not_active Ceased
- 1997-10-28 WO PCT/GB1997/002962 patent/WO1998019219A1/en active Application Filing
- 1997-10-28 US US09/297,443 patent/US6420087B1/en not_active Expired - Fee Related
- 1997-10-28 EP EP97910522A patent/EP0935778B1/en not_active Expired - Lifetime
- 1997-10-28 DE DE69740131T patent/DE69740131D1/en not_active Expired - Lifetime
Non-Patent Citations (1)
Title |
---|
See references of WO9819219A1 * |
Also Published As
Publication number | Publication date |
---|---|
JP2001503872A (en) | 2001-03-21 |
GB9622657D0 (en) | 1997-01-08 |
DE69740131D1 (en) | 2011-04-07 |
WO1998019219A1 (en) | 1998-05-07 |
EP0935778B1 (en) | 2011-02-23 |
US6420087B1 (en) | 2002-07-16 |
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